Lot numbers can be found on the outside label of a product:
6-chloropyridine-2,3-diamine
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CAS No. 40851-95-4
- Cat. No. CS-W004489
- Purity≥96%
- MDL No.MFCD00209966
*For research and further manufacturing use only, not for direct human use.
Structure of 40851-95-4
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General Information
- CAS No. 40851-95-4
- Cat. No. CS-W004489
- Purity ≥96%
- MDL No. MFCD00209966
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₆ClN₃
- Molecular Weight 143.57
- Synonym(s) 6-chloro-pyridine-2,3-diyldiamine
- SMILES Clc1ccc(c(n1)N)N
Description
6-Chloropyridine-2,3-diamine features a pyridine core with strategically positioned chlorine and diamine functionalities, enabling direct incorporation into heterocyclic scaffolds. The ortho-diamine motif facilitates metal coordination and coupling reactions, while the chloro substituent offers a handle for nucleophilic substitution or cross-coupling transformations under standard conditions. This bench-stable compound serves as a key intermediate in the synthesis of bioactive nitrogen-rich architectures.
Application
6-Chloropyridine-2,3-diamine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its ortho-diamine functionality offers enhanced reactivity for metal-directed functionalization, while the chlorine substituent provides a reliable handle for late-stage diversification. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.
Synthesis
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Route1
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In-stock
27048-04-0 - ~74%
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In-stock
40851-95-4
References
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ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2009/27732 A1, 2009 ; Location in patent: Page/Page column 68 ; WO 2009/027732 A1
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Route2
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146015-42-1 - ~94%
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In-stock
40851-95-4
References
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INTELLIKINE, LLC; REN, Pingda; LI, Liansheng; CHAN, Katrina Patent: WO2013/78441 A1, 2013 ; Location in patent: Paragraph 00143; 00326 ;
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Route3
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In-stock
27048-04-0
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75-65-0 - ~43%
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In-stock
40851-95-4
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1426845-56-8
References
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MERCK SHARP and DOHME CORP.; MCCOMAS, Casey Cameron; LIVERTON, Nigel J.; HABERMANN, Joerg; KOCH, Uwe; NARJES, Frank; LI, Peng; PENG, Xuanjia; SOLL, Richard; WU, Hao; PALANI, Anandan; DAI, Xing; LIU, Hong; HE, Shuwen; DANG, Qung Patent: WO2013/34048 A1, 2013 ; Location in patent: Page/Page column 85; 86 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07,GHS08
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Signal Word : Danger
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H317-H319-H334-H335
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Precautionary Statements : P261-P264-P270-P271-P272-P280-P284-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 64.93
- LogP 0.8994
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 0
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Key Words
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